Chirality & Odour Perception
John C. Leffingwell, Ph.D.

The 5-Methyl-norlimbanols

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Photo by permission of M. Roudintska - Art & Parfum

(1'R,6'S)-(+)-5-methyl-norlimbanol - woody, resembles (+)-1'R,3S,6'S-norlimbanol (strong very elegant woody-amber note)

= (+)-(1'R,6'S)-5-methyl-1-(2',2',6'-trimethyl-1'-cyclohexyl)-3-hexanol

Note that the C-3 position is epimeric, so this actually is a mixture of (1'R,3S,6'S) & (1'R,3R,6'S) isomers

Ref: Schulte-Elte, et al., United States Patent 6,054,426, April 25, 2000

(1'S,6'R)-(-)-5-methyl-norlimbanol - very weak and devoid of animal character

= (-)-(1'S,6'R)-5-methyl-1-(2',2',6'-trimethyl-1'-cyclohexyl)-3-hexanol

Note that the C-3 position is epimeric, so this actually is a mixture of (1'S,3R,6'R) & (1'S,3S,6'R) isomers

Ref: Schulte-Elte, et al., United States Patent 6,054,426, April 25, 2000

Cyclic Terpenoid Odorants

Bicyclic Terpenoid Odorants

Acyclic Terpenoid Odorants

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones

Sesquiterpenoid Related Odorants

Steroid Urine Type Odorants

Sandalwood Type Odorants

Musk Odorants

Miscellaneous

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